3beta-hydroxy-11-oxoolean-12-en-28-oic acid

ID: ALA4064111

Chembl Id: CHEMBL4064111

PubChem CID: 21671980

Max Phase: Preclinical

Molecular Formula: C30H46O4

Molecular Weight: 470.69

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)17-25)16-20(31)23-27(5)10-9-22(32)26(3,4)21(27)8-11-29(23,28)7/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  ILTQYWVUOPDTOL-DBWGAYEVSA-N

Associated Targets(Human)

L02 (4864 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EGLN2 Tclin Hypoxia-inducible factor prolyl hydroxylase (45 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 470.69Molecular Weight (Monoisotopic): 470.3396AlogP: 6.41#Rotatable Bonds: 1
Polar Surface Area: 74.60Molecular Species: ACIDHBA: 3HBD: 2
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.58CX Basic pKa: CX LogP: 6.03CX LogD: 3.29
Aromatic Rings: Heavy Atoms: 34QED Weighted: 0.46Np Likeness Score: 3.23

References

1. Zhou M, Wang M, Zhong RF, Liao XM, Deng LL, Xu GB, He X, Li J, Li YJ, Liu T, Wang YL, Liao SG..  (2017)  Discovery and structure-activity relationship of auriculatone: A potent hepatoprotective agent against acetaminophen-induced liver injury.,  27  (16): [PMID:28729056] [10.1016/j.bmcl.2017.07.028]
2. Minassi A, Rogati F, Cruz C, Prados ME, Galera N, Jinénez C, Appendino G, Bellido ML, Calzado MA, Caprioglio D, Muñoz E..  (2018)  Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors.,  81  (10): [PMID:30350996] [10.1021/acs.jnatprod.8b00514]
3. Shen P, Zhang J, Zhu Y, Wang W, Yu B, Wang W..  (2020)  Microbial transformation of glycyrrhetinic acid derivatives by Bacillus subtilis ATCC 6633 and Bacillus megaterium CGMCC 1.1741.,  28  (11): [PMID:32299661] [10.1016/j.bmc.2020.115465]

Source